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DOI: 10.1055/s-2005-918432
Molecular Design of pH-Sensitive Spin Probes in the 2,3,4,6,7,8-Hexahydroimidazo[1,5-a]pyrimidine Series with Different Lipophilic/Hydrophilic Properties
Publication History
Publication Date:
25 October 2005 (online)
Abstract
New pH-sensitive spin probes - 2,3,4,6,7,8-hexahydroimidazo[1,5-a]pyrimidines - were synthesized by the reaction of 4-amino-2,5-dihydro-2,2,5,5-tetramethyl-1H-imidazol-1-oxyl with aminomethylated α,β-unsaturated carbonyl methiodides or hydrochlorides. Introduction of hydrophilic (COOH) or lipophilic (C10H21) groups in the aminomethylated compounds allowed the synthesis of pH-sensitive spin probes with different solubilities.
Key words
radicals - enone - Mannich bases - spin probes - amidine
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References
Crystallographic data for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC- 149032. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge, CB2 1EZ, UK [fax: +44(1223)336033, e-mail: deposit@ccdc.cam.ac.uk].